AK has killed a gang of Kleenex in her time, but it wasn't from family members dabbing their teary eyes after she won ('cause she didn't win—at all). A veritable cultural phenomenon in her hey (the leading search thread on Google in the early Aughts), Anna became considerably less the Russian tennis-playing "It" girl once Maria Sharapova came along and was hot and actually won shit. Still, when VH1's I Love the 00s premieres, expect us to relive the days of feverishly "stringing our rackets" as we watched early round WTA matches.

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